A novel tandem [4++2] cycloaddition-elimination reaction of 4,4-dimethyl-2-styryl-1,3-oxathianes with olefins

被引：9
|
作者：
Nishide, K [1 ]
Ohsugi, S [1 ]
Node, M [1 ]
机构：
[1] Kyoto Pharmaceut Univ, Kyoto 6078414, Japan
来源：
TETRAHEDRON LETTERS | 2000年 / 41卷 / 03期
关键词：
oxathianes; tandem [4(+)+2] cycloaddition-elimination reaction; thiocarbonyl compounds; thiopyrans;
D O I：
10.1016/S0040-4039(99)02064-X
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel tandem [4(+)+2] cycloaddition-elimination reaction of 1,3-oxathianes la,b with olefins promoted by titanium tetrachloride to give 3,4-dihydro-2H-thiopyrans 3 was developed. 4,4-Dimethyl-2-styryl-1,3-oxathiane (1a) was used as a synthetic equivalent of a highly reactive thiocinnamaldehyde. Geminal dimethyl substituents at the 4-position of 1,3-oxathianes 1 are an intrinsic part of this cycloaddition-elimination reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：371 / 375
页数：5
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